Ellie

And you're just like oh fuck oh fuck she's gonna fire me oh shit oh shit-

Then you finally get into her office and she's sitting at her desk, rubbing her temple and staring at her computer with pure fucking disdain

You manage to squeak out a small "You wanted to see me?" And she looks up, her face relaxing almost imperceptibly. She tells you to sit and you do, not giving your obedience a second thought. You're still terrified you'll be out of a job.

"This meeting is killing me, and I know you're not doing any work in there, so you're going to stay here with me until it's over."

You look at her confused.

"I've seen you check me out more than enough times by now, love. Now, you can absolutely walk back out that door and keep not-working, I assure you no one's stopping you, or you can stay here and earn a little bonus."

Now you understand what's happening. She points to the floor next to her and you stand, walking over and kneeling. You think about leaving. You think about quitting. But she's right, you've been very attracted to her since the moment you saw her, and you struggle to keep your eyes off her body. So maybe this isn't so bad

She starts by just petting your hair as you sit there, staring forward and feeling a cocktail of anxiety, fear, and excitement bubbling in your chest. Then she gets even more bored, and slowly turns her chair so that you're facing each other instead of being side by side

"Last chance," She says, staring lasers into your skull. You can't bring yourself to meet her gaze, but you stay right where you are, obediently making your allegiance clear.

"Good girl," She says, opening her legs. She puts your head between her thighs, not taking off her pants, at least not yet. You finally look up at her, and she's staring at you with the most intense adoration you've ever been subject to. She's surprisingly gentle, simply petting your hair and looking down at you. Her pants are starting to bulge, the sight of you between her legs enough to get her aroused.

You feel daring enough to, while keeping eye contact, kiss her inner thigh. She grins and nods.

"Go on, doll."

Your chest feels like it's wrapped around a nuclear core. Jesus Christ this is hot- you look away, blushing profusely, and she slaps you. Not exceedingly hard, but it stings and sends a message.

"Eyes up here, doll."

You nod again, looking back up at her and placing gentle kisses on her thighs, moving higher... higher... until her grip on your hair becomes somewhat sadistic, pushing you closer to her now-prominent bulge.

You kiss and nuzzle and- god she smells fucking good- it's already enough to get you feeling high off her scent. She nods and pets you, pushing you down, although you don't need it. You'd already be grinding your face against her regardless.

Finally, you get brave, and reach up to her belt.

"That's it, dolly, go ahead- You know how to please Mommy, don't you~?"

God- No one's really talked to you like this before, and it makes your head swim, forgetting the inappropriate nature of all of this. All you want is to make her happy- You undo her belt with shaking hands and unzip her pants, just pulling them apart enough to get to what you need-

She's nice enough to help you pull her panties down, and you finally have access to her long, throbbing cock. A sound escapes you, like an excited squeak.

"Aww, little puppy wants a treat?"

You feel hot and fuzzy and strange and all you can think about is sucking Mommy's cock like a good little whore- you don't even know where these impulses come from. At this point, you don't care. You just inhale and let the scent of her musk erase all your thoughts.

"Open."

You obey.

She lowers herself onto your tongue.

"Suck."

You obey.

She pushes your head down, lower, until you're gagging harshly.

"Good fuckin' girl- Mnh--fuck, you're not too bad at this, I should keep you around-- nnNNgh-"

Hearing her voice break only makes your mind break double, looking up at her and sucking like your life is on the line, She bites back loud moans, dictating your pace with a hand in your hair. As she starts to get rougher and rougher, you can't help but feel so, so needy- hitting your uvula and making you gag, something you never thought you'd like, is like heaven in her hands.

"Mmn-- God you're such a good little whore for Mommy- NHfh--"

The praise only makes you more excited, and you find yourself starting to grind on her wing-tip Oxford's, whining on her cock. She doesn't notice, too distracted by your mouth, she starts to roughly fuck your face, hold you steady as she bucks her hips.

You feel her tense, and you whine, pushing yourself down all the way as she cums down your throat. The noise you make is depraved, and she responds with a low, gutteral groan, holding you down and breathing heavily.

Finally, she let's you up, her seed dripping down your chin from what you couldn't swallow. She takes her finger and runs it up your chin, gathering up the string that's fallen out, and shoves it in your mouth.

"Good fucking girl, perfect for Mommy... Now, clean her off."

You lick and suck at the tip of her limp cock, cleaning off all of the cum you can before putting her dick away. You're still grinding on her shoe, not even really thinking about it, but you're making noises that tip her off, and now that you're not choking on her cock you notice how close you are.

"Aww, little slut got so worked up she couldn't help herself, huh?"

You nod, whining and holding onto her leg.

"Are you close, doll?"

You nod again.

"Go ahead baby, keep going. I want you to cum for Mommy, okay? Just keep going and say Mommy's name when you cum, doll"

You nod again, quickly and appreciatively, grinding and whimpering as you feel your orgasm flood closer. You manage to whine out a single word as you cum, ruining yourself in her office.

"Mnhhh- Mm-Monmy--!!"

She pets your hair and smiles down at you, clearly pleased at your obedience as you ruin yourself on her shoe.

Well, now there's a problem. You're panting and shaking on the floor, covered in her cum and your own, and you still have another 3 hours of work.

"You can clean up in my office's bathroom, darling, take your time. I want you to finish out the day in that skirt, though. Some people have been getting a little too friendly with my doll, and they need to be reminded who you belong to."

You mumble out a slurred "Yes Mommy" as you sit limp against her leg, catching your breath.

Forcing a pretty trans girl to sit on her chair, hands digging into the armrests, while I slowly sink hot and tight onto her. Letting out a satisfied sigh as I come to rest in her lap, pleasantly filled, while I can hear her practically panting behind me.

She doesn't have permission to move. She doesn't have permission to touch me. She doesn't have permission to cum. All she is right now, is a warm and throbbing dildo for me to passively enjoy. Maybe I put on a movie, maybe I play a game, maybe I read some smut that has me happily clenching around her every so often.

"You wanna see it?"

I'm not sure what he's talking about for a moment but then he reaches down and palms his cock. The look on my face must have given me away and he doesn't even wait for a reply before pulling off his boxers. His balls look full to bursting and his cock is thick and quickly getting harder as I feel something other than sweat start to drip down my legs.

"It's so thick..." I murmur.

"I haven't had time to jerk off lately," he tells me.

"Maybe you could show me how you do it?" I offer. He traces a finger down his length before grasping it and slowly beginning to stroke. I prop myself up on my elbows and inch closer to him from the spot where I'm laying on the floor. He stifles a deep groan as he squeezes the head, and then stops his movements.

"Sorry, it's more embarrassing than I thought," he tells me.

"...what if I show you how I do it too?" I suggest. I pull myself off the floor and slide off my underwear. The insides of my legs are already soaked with slick and I watch as his dick twitches particularly hard in his hand. I straddle his thighs and start to rub at my t dick. He starts his slow motions again and for a while we both watch each other, rubbing and stroking and panting like dogs. I steady myself with one hand on his shoulder and he leans into my touch. The head of his cock is dripping right under me and I just want to rub it across my pussy lips. Subconsciously my hips are lowering, and I don't even notice until I feel the heat of his cock right at my hole. I stop myself and look at him.

"It would be okay if you just rub the tip against my pussy, right? No penetration." I reason.

"Yeah... yeah that would be good," he agrees.

He slides his tip through my wetness and pushes it against my t cock, making me let out the first full real moan between the two of us. He repeats the motion and groans as I start sliding my hips into it. We rut against each other until a particularly hard roll of my hips catches his cock head at just the right angle, and it slides inside me. We both moan and pause our movements to look into each other's eyes.

"It's okay if it's just the tip right?" He asks.

"Yeah, we can always just pull it back out," I reassure him.

But we both know it feels too good. He strokes his shaft and I can feel his precum pouring into me. Every little shift has me rubbing my dick harder and faster. I'm getting close when he runs his free hand into my hair and pulls me in for a kiss. My knees give out. I moan into his mouth as his cock fills me completely, pressing right against my cervix.

"I can-- AH-- I can still pull out..." he whimpers again my lips.

"Y-- yeah..." I agree, but I'm already grinding my hips into his.

"I'll just... pull it out right now," he says, gripping my thighs and pulling me up off his cock. We make it all the way to the tip again, but he can't stop himself from rolling his hips and slamming it back into me from below. His arms wrap around me and we both moan and whine and growl into another sloppy kiss as our hips thrust against each other mindlessly. I pull away from him as I feel my climax coming on.

"Fuck... I'm gonna cum!" I moan.

"Me too... fuck, you're so tight!" He moans back.

I scream as he thrusts even harder and I squirt and cum all over his cock as it twitches and fills me with his hot seed. After we come down from our drunken, cum-brained high, we come to our senses enough to decide we need a shower. Luckily our water is still on even though the power is out.

So I was on this cute date with a girl and we were having a secret picnic high up in the choral pews, with tea and everything. It was so clandestine and exciting. Then we started making out. She had just started groping me when the choir unexpectedly came in and we were like 😱 but they didn’t see us!!! And they stayed on the lowest level to rehearse.

When they started singing she crawled over to me, pushed me on my back, and pinned me to the marble floor. This was the first time I felt my cunt literally widen itself with anticipation. We hadn’t pre-discussed having public sex, but I wanted it. She unzipped my pants and slid her hand under my clothes. God, when she began to thrust her fingers into me and it was so hot because I had to stay mega QUIET- this place was literally built to amplify any sound. Every gasp. Every whimper. My cunt had never felt so good. She was getting off on my struggle so bad. My tdick was so sensitive to any touch I had to bite my jacket. Then I was afraid that my squelching wet cunt would give us away anyways. Thank god (haha) that when I couldn’t hold back anymore the choir was singing loudly. When she was done, she zipped my cum soaked pants up, cleaned her fingers off with my mouth, and forcefully kissed me with tongue until the choir finally shuffled out. Then we made our escape.

Your roommate comes home in a huff. She angrily takes off her shoes and slams the door to her room.

You knock, “Hey, you okay?”

You get no response. You know she was just met with a guy she met on Grindr. Maybe it didn’t turn out well? You knock again.

“If you don’t answer me, I’m coming in.” You warn her.

“Leave me alone.” You hear through whimpered sobs. She’s crying.

“Do you need a hug?” You ask through the door.

Click!

The door opens. Behind the doorway is the most beautiful women you’ve ever seen. But you’re not surprised, you live with her. You’re blessed with her beauty everyday.

She turns around and sits on her bed.

You follow.

You sit down and wrap an arm around her. “Tell me what’s going on.”

She leans into you. Her hair smells amazing, the strawberry conditioner she uses fused with the baseline scent of her sweat makes your heart flutter.

But! This is not the time for those feelings. She’s straight, and she needs a friend right now.

“It just seems like all the guys I meet, just see me as an effeminate man.” She says into your shoulder.

“Did something happen today on your date?” You ask.

“No… I mean.” She gestures in frustration. “He tried to come on to me but all he talked about was my penis. No compliments no flirting to me as a person, just another fucking chaser.”

You’d treat her right.

“You’re lucky your a lesbian.” She says. “Guys can be such dicks.”

Yeah lucky… you’d be even more lucky if she was a lesbian too. Instead you’re stuck yearning for something you’ll never have.

“Say… I’m curious, what would it be like to be with a woman?” She asks looking up at you. Her eyes glistened as she stared at you like a puppy.

Is she really asking this? You’ve dreamed about this ever since she moved in.

“I can’t speak for all women, so I can’t be sure. All I can tell you is how I’d treat you.” You say without thinking. “Hypothetically of course.” You try to save yourself.

She blushes and looks away towards her wall.

There’s a minute of silence.

“Hypothetically right?” Your roommate asks.

“I mean yeah. Why do you want me to tell you how I’d treat you?” You ask the beautiful woman in your arms.

She twiddles her fingers in her lap.

“Y-yeah, hypothetically of course. How would you treat me hypothetically.” She says

You’ve thought of this for so long.

“Well first,” you begin, “I’d look at you and I wou-“

She interrupts you by shifting to turn back to look at you.

Your heart starts to beat in double-time. You smile a sweet reassuring grin towards her.

“I would tell you that you are the prettiest woman I’ve ever seen.” You move your hand to cup her face.

“I would shower you with compliments. Like how your smile brightens my day. That no matter how ugly a piece of clothing is you always manage to make it look sexy.”

“Hypothetically?”

“Of course sweetheart, hypothetically… can I continue?” You ask

She nods.

Is her face beginning to get red? God she’s cute.

“I’d take my finger.” You say extending your finger.

“And I would slowly scrape it around the back of your ear.” You hover your finger over her ear and mime out the motions.

“I would then lower my finger down your neck.” You move your finger down. Still hovering, never touching.

“Y-you can touch me. You’re my best friend you can like touch me with your finger you know, it’s just like a hand shake. I’ve touched your hands before you know.” She babbles trying to justify you touching her.

“I thought we were doing hypothetically?” You ask.

“Y-yeah!!” She spurts out.

“You want me to touch you… hypothetically?” A question that barely makes sense at this moment comes out of your mouth.

All she does is nod with her beat red face.

You place your finger right under her ear. Slowly you move it south, to her collarbone.

Does she think you can’t feel her shiver with every move? Is she really even straight? God she is so cute.

“I wouldn’t stop commenting on you. On your cute bubbly smile,” you move your finger back up her neck. “Your perky tits. your fat ass.”

Her eyes open wider than you’ve ever seen. You think she’s about to say something but your finger has finished it’s journey.

You rest your finger right over her mouth. Touching her soft lips. She looks conflicted.

“Don’t worry… it’s all hypothetical.” You tease her.

She gives you a nod and envelops your finger into her mouth.

“I would call you endearing pet names, like princess.” You see her hips jerk. “Huh? You like that princess?”

You hear her moan on your finger. You want to take this further. You need to take this further. You need her to realize this too. A devious smile grows across your face.

“Why don’t you be a good girl for me and lay down for me?” You say patting the bed your both sitting on with your free hand.

You pull your finger out of her mouth with a POP!

You swear to god you hear her whine before she catches herself. But you hear it.

“Hypoth-“ she begins to say.

“Maybe.” You tell her.

She lays down anyways.

You move on top of her holding her wrists.

“I said maybe.” You state. “What if this isn’t hypothetical? Huh?”

She blushes and tries to look away.

You grab her face and make her look at you.

“It’s your turn now. Tell me. Hypothetically… what do you want me to do to you.”

“Uhm!!! Uhm!!! Uhhh!!!!” She’s too flustered to get words out.

“Come on Princess~ use your words. You can still do that right?” You speak down at her.

“C-could you… could you,,,”

“Could I what? Speak.” You bark at her.

“Could you kiss me?!?” She finally speaks. Aww that’s so cute.

You release her hands and roll over.

“And why would I kiss a straight girl?” You say with the biggest smile growing across your face.

“Huh!!?!” She gasps. “No that isn’t fair!!!” She reaches over toward you and balls your shirt beneath her hands.

“Please???? Please kiss me!!! Please!!!!” She looks up at you pleading. Her cute puppy dog stare almost makes you relent. But no… she needs to learn.

“No. I’m not kissing a straight girl.” You say sitting up.

“Wait no! Don’t get up!!!! I… really want to kiss you though…” she says looking down bashfully.

“So?” You almost chuckle at how pathetic she’s being. “Shame you don’t like women, I would’ve really loved kissing you.” You say nailing the final nail in.

“FINE!” She screams at you. “I like w-women. I like you… now will you please kiss me???” She looks back up at you. Tears welling up in her eyes.

There’s just one more thing.

“Hypothetically?” You ask looking her deep into her eyes.

“No… not hypothetically.” She answers.

You grab her crying face and open her lips with yours. Your tongues dance. Your tongues fight to fill each others mouth.